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Author: search.filters.author.Chansaenpak, KantapatSubject: search.filters.subject.Bioimaging

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    Bodipy-pyridylhydrazone probe for fluorescence turn-on detection of fe3+ and its bioimaging application
    (2021-07-01)
    Nootem, Jukkrit
    ;
    Sattayanon, Chanchai
    ;
    Daengngern, Rathawat
    ;
    Kamkaew, Anyanee
    ;
    Wattanathana, Worawat
    A novel pyridylhydrazone-tethered BODIPY (BODIPY-PH) was synthesized, fully characterized via nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopic (FTIR), and single-crystal X-ray diffraction (SC-XRD) techniques, and developed for the selective detection of Fe<sup>3+</sup> through fluorescent enhancement process. This derivative showed 1:1 binding with Fe<sup>3+</sup> in an acetonitrile-water mixture (1:9 v/v) with the binding constant (K) of 5.4 × 10<sup>4</sup> M<sup>−1</sup> and the limit of detection of 0.58 µM. The Fe<sup>3+</sup> complexation reaction has been proved to be a reversible process and could be effectively repeated up to three cycles. The electronic properties of BODIPY-PH and its Fe<sup>3+</sup> complex modeled by the density functional theory (DFT) method suggested the presence of chelation-enhanced fluorescence (CHEF) effect in the Fe<sup>3+</sup> binding reaction. The X-ray absorption spectroscopy (XAS) probed at Fe K-edge confirmed the complex formation between BODIPY-PH and the Fe<sup>3+</sup> in an octahedral geometry. Finally, bioimaging against human embryonic kidney (Hek293) cell, through confocal fluorescence microscopic technique indicated that the BODIPY-PH displayed good permeability and low toxicity toward the tested cell lines and showed enhanced fluorescent signal in the cells incubated with Fe<sup>3+</sup> proving its capability for Fe<sup>3+</sup> analysis in cellular matrix.